2026 Winter Cruises

Cruise Deals> Winter Cruises

Whether you’re looking to escape the freezing winter weather or celebrate the festive season embracing local Christmas traditions, you can find all of the major cruise lines offering the best winter cruises to cruise destinations across the globe. Be sure to browse winter cruises and escape from reality to celebrate the festive season with a unique cruise holiday experience. 

Showing 30 out of 3122 cruises
Per Person
Total Price
Fly Cruise From:
£1397pp

Port Canaveral | Bimini Island | Nassau | Port Canaveral

  • 15 Feb 2027
  • 4 Nights
Fly Cruise From:
£1397pp
Holiday ID: 025606
Fly Cruise From:
£1398pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Roseau | Bridgetown

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1398pp
Holiday ID: 048586
Cruise From:
Was £1464pp Now: £1398pp

Sydney | Bay of Islands | Auckland | Tauranga | Picton | Lyttelton | Port Chalmers | Fiordland National Park | Sydney

  • 16 Jan 2027
  • 14 Nights
Cruise From:
Was £1464pp Now: £1398pp
Holiday ID: 018403
Fly Cruise From:
£1398pp

Miami | Nassau | San Juan (Puerto Rico) | Charlotte Amalie | Miami

  • 24 Jan 2027
  • 7 Nights
Fly Cruise From:
£1398pp
Holiday ID: 026682
Fly Cruise From:
Was £2139pp Now: £1399pp

Civitavecchia | Salerno | Siracuse | Katakolon | Khania | Athens

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2139pp Now: £1399pp
Holiday ID: 019960PE
Fly Cruise From:
Was £1449pp Now: £1399pp

Saint John's | Castries | Saint George's | Bridgetown | Martinique | Saint Kitts | Sint Maarten | Saint John's

  • 12 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £1449pp Now: £1399pp
Holiday ID: 015089
Cruise From:
£1399pp

Brisbane | Nouméa | Mystery Island (Inyeug) | Port Vila | Brisbane

  • 28 Dec 2026
  • 8 Nights
Cruise From:
£1399pp
Holiday ID: 032744
Fly Cruise From:
Was £1449pp Now: £1399pp

Bridgetown | Martinique | Saint Kitts | Tortola | Sint Maarten | Saint John's | Saint George's | Castries | Bridgetown

  • 02 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1449pp Now: £1399pp
Holiday ID: 015094
Fly Cruise From:
Was £1467pp Now: £1399pp

Fort Lauderdale | Key West | Cozumel | Fort Lauderdale

  • 03 Jan 2027
  • 5 Nights
Fly Cruise From:
Was £1467pp Now: £1399pp
Holiday ID: 018666
Cruise From:
Was £1469pp Now: £1399pp

Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale

  • 10 Jan 2027
  • 7 Nights
Cruise From:
Was £1469pp Now: £1399pp
Holiday ID: 031256
Fly Cruise From:
£1399pp

Galveston | Roatán Island | Costa Maya | Cozumel | Galveston

  • 24 Jan 2027
  • 7 Nights
Fly Cruise From:
£1399pp
Holiday ID: 019396
Cruise From:
Was £1467pp Now: £1399pp

San Diego | Puerto Vallarta | Huatulco (Santa María Huatulco) | Puerto Chiapas | Puntarenas | Fuerte Amador | Aruba | Fort Lauderdale

  • 29 Jan 2027
  • 16 Nights
Cruise From:
Was £1467pp Now: £1399pp
Holiday ID: 018801
Fly Cruise From:
£1399pp

Miami | Coco Cay | Bimini Island | Georgetown | Cozumel | Miami

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
£1399pp
Holiday ID: 026673
Cruise From:
Was £1450pp Now: £1399pp

Auckland | Tauranga | Timaru | Dunedin | Milford Sound | Dunedin | Melbourne | Burnie | Eden | Sydney

  • 05 Feb 2027
  • 11 Nights
Cruise From:
Was £1450pp Now: £1399pp
Holiday ID: 018106
Cruise From:
£1399pp

Buenos Aires | Montevideo | Rio de Janeiro | Las Palmas de Gran Canaria | Arrecife | Santa Cruz de Tenerife | Casablanca | La Coruña | Southampton

  • 09 Feb 2027
  • 22 Nights
Cruise From:
£1399pp
Holiday ID: 036358P
Fly Cruise From:
£1399pp

Tampa | Cozumel | Roatán Island | Belize City | Costa Maya | Tampa

Fly Cruise From:
£1399pp
Holiday ID: 019217

Caribbean Voyage with Orlando Stay and Kennedy Space Center

Port Canaveral | Costa Maya | Roatán Island | Cozumel | Great Stirrup Cay | Port Canaveral

  • 29 Jan 2027
  • 10 Nights
Holiday prices from
£1399pp
Holiday ID: 018358U
Cruise&Stay

Caribbean with Orlando

Holiday prices from
£1399pp

Caribbean with Orlando

Port Canaveral | Nassau | Ocean Cay | Cozumel | Costa Maya | Port Canaveral

  • 21 Jan 2027
  • 10 Nights
Holiday prices from
£1399pp
Holiday ID: 026327C2
Fly Cruise From:
£1415pp

Port Canaveral | Nassau | Coco Cay | Port Canaveral

  • 04 Dec 2026
  • 3 Nights
Fly Cruise From:
£1415pp
Holiday ID: 025863
Fly Cruise From:
£1417pp

Tampa | Cozumel | Tampa

  • 04 Feb 2027
  • 4 Nights
Fly Cruise From:
£1417pp
Holiday ID: 043305
Cruise From:
Was £1509pp Now: £1418pp

Bridgetown | Kingstown | Saint George's | Fort-de-France | Pointe-à-Pitre | Philipsburg | Saint John's | Basseterre | Roseau | Fort-de-France | Pointe-à-Pitre | Castries | Bridgetown

  • 12 Jan 2027
  • 14 Nights
Cruise From:
Was £1509pp Now: £1418pp
Holiday ID: 078003
Fly Cruise From:
£1418pp

San Juan (Puerto Rico) | Tortola | Philipsburg | Saint John's | Basseterre | Saint Croix Island | San Juan (Puerto Rico)

  • 23 Jan 2027
  • 7 Nights
Fly Cruise From:
£1418pp
Holiday ID: 047741
Fly Cruise From:
£1419pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Pointe-à-Pitre | Bridgetown

  • 03 Dec 2026
  • 7 Nights
Fly Cruise From:
£1419pp
Holiday ID: 037765
Cruise From:
Was £1479pp Now: £1419pp

Bridgetown | Oranjestad | Willemstad | Castries | Charlestown | Frederiksted | San Juan (Puerto Rico)

  • 28 Dec 2026
  • 8 Nights
Cruise From:
Was £1479pp Now: £1419pp
Holiday ID: 019967
Cruise From:
£1419pp

Fort Lauderdale | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 03 Jan 2027
  • 7 Nights
Cruise From:
£1419pp
Holiday ID: 031254P
Cruise From:
Was £1487pp Now: £1420pp

Fort Lauderdale | Sint Maarten | Saint Kitts | Martinique | Dominica | Castries | Port-of-Spain | Aruba | Curaçao | Fort Lauderdale

  • 03 Dec 2026
  • 14 Nights
Cruise From:
Was £1487pp Now: £1420pp
Holiday ID: 018938
Fly Cruise From:
£1420pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint Croix Island | Philipsburg | Saint John's | Roseau | San Juan (Puerto Rico)

  • 16 Jan 2027
  • 7 Nights
Fly Cruise From:
£1420pp
Holiday ID: 048907
Fly Cruise From:
£1424pp

Fort Lauderdale | Cozumel | Costa Maya | Nassau | Fort Lauderdale

  • 13 Dec 2026
  • 6 Nights
Fly Cruise From:
£1424pp
Holiday ID: 019147
Fly Cruise From:
£1424pp

Tampa | Costa Maya | Roatán Island | Belize City | Georgetown | Tampa

  • 09 Jan 2027
  • 8 Nights
Fly Cruise From:
£1424pp
Holiday ID: 047354
Fly Cruise From:
£1425pp

Port Canaveral | Coco Cay | Cozumel | Port Canaveral

  • 10 Feb 2027
  • 5 Nights
Fly Cruise From:
£1425pp
Holiday ID: 025599

Prices are subject to change and availability. Prices may vary depending on the airport selected. Promotions are only applicable to select cabin grades, please call for details.

Our Award Winning Service

You've added to your wishlist. To view, go to Wishlist